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    16364-35-5

    Catalog No. EBD3580269

    CAS 16364-35-5

    Name 2-Piperazinepropanoicacid, 3,6-dioxo-, (2S)-

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    Basic Information

    Synonyms: 2-Piperazinepropanoicacid,3,6-dioxo-,(S)- 2-Piperazinepropanoicacid,3,6-dioxo-,(2S)- Cyclo(-Gly-Glu)

    Molecular Formula: C7H10N2O4

    Molecular Weight: 186.17

    Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Heterocyclic Intermediates Medicinal Chemistry > Biochemicals and Life Science Reagents > Peptides and Peptidomimetics

    Product Description:
    (S)-3-(3,6-Dioxopiperazin-2-yl)propanoic acid is a heterocyclic amino acid derivative featuring a piperazine-2,6-dione (diketopiperazine) core. This structure is a key component of the peptide-mimetic scaffold found in several important pharmaceutical agents. This compound serves as a crucial synthetic intermediate in the preparation of peptide-based drugs and protease inhibitors. Its primary application is in the synthesis of HIV-1 protease inhibitors, such as Atazanavir and Darunavir, where the (S)-configured amino acid moiety is essential for binding affinity and biological activity. The diketopiperazine unit acts as a rigid, conformationally constrained scaffold that mimics a peptide bond, enhancing metabolic stability and target specificity. As a specialized building block, it is not a general-purpose synthetic reagent but a high-value intermediate designed for constructing complex bioactive molecules. Its synthesis and use are predominantly within medicinal chemistry and pharmaceutical development for antiviral therapies.
    Physical Properties
    mg g kg ml l t